4-Fluorobenzyl bromide → HCID 66707065, compound

HRID 911556Notes

Reaction equation

HRID 911556 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:14][CH2:13][C:12]2[C:15]([S:21][C:22](=O)N(C)C)=[C:16]([C:19]#[N:20])[CH:17]=[CH:18][C:11]=2[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[F:27][C:28]1[CH:35]=[CH:34][C:31](CBr)=[CH:30][CH:29]=1>>[C:1]([O:5][C:6]([N:8]1[CH2:14][CH2:13][C:12]2[C:15]([S:21][CH2:22][C:31]3[CH:34]=[CH:35][C:28]([F:27])=[CH:29][CH:30]=3)=[C:16]([C:19]#[N:20])[CH:17]=[CH:18][C:11]=2[CH2:10][CH2:9]1)=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 680214-Fluorobenzyl bromideHCID 86629651HCID 86629651, compound

Product 1

HCID 66707065HCID 66707065, compoundYield 87%

Procedure

Use a method similar to the General Procedure 7, using 3-tert-butoxycarbonyl-7-cyano-6-dimethylcarbamoylthio-2,3,4,5-tetrahydro-1H-benzo[d]azepine (123 mg, 0.33 mmol) and 4-fluorobenzyl bromide (204 mg, 1.64 mmol), to give 3-tert-butoxycarbonyl-7-cyano-6-(4-fluoro-benzylthio)-2,3,4,5-tetrahydro-1H-benzo[d]azepine as a colorless oil (118 mg, 87%).

Sources & evidence

ORD record
ord-baa5499e52ca404bbd1a2ba76c692272
Source dataset
uspto-grants-2011_09
Patent number
US08022062B2

Reaction notes

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